24 days in Florida, Tennessee & New York State Itinerary

24 days in Florida, Tennessee & New York State Itinerary

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Route & dates

24 days in Florida, Tennessee & New York State Itinerary

Start: Orlando
1
Orlando
— 3 nights
Drive:  2​h 30​min
2
Siesta Key
— 2 nights
Drive:  4​h
3
Miami Beach
— 1 night
Drive:  3​h
4
Big Pine Key
— 1 night
+2
bus + Fly + taxi:  6​h 15​min
5
Destin
— 1 day
+2
taxi + Fly + taxi:  3​h
6
Gatlinburg
— 5 nights
+2
taxi + Fly + bus:  5​h 15​min
7
New York City
— 4 nights
Drive:  1​h 45​min
8
Hampton Bays
— 2 nights
Fly:  5​h 45​min
9
Niagara Falls
— 3 nights
+2
Fly + taxi + train:  5​h 30​min
End: Orlando


3
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Pack the 22nd (Sun) with family-friendly diversions at Walt Disney World Resort. Pack the 23rd (Mon) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: make an unforgettable trip to Happily Ever After Fireworks, browse the different shops at The Mall at Millenia, find something for the whole family at Magic Kingdom Park, and play a few rounds at Pirate's Cove Adventure Golf.

For photos, ratings, more things to do, and more tourist information, refer to the Orlando trip itinerary planner.

Use the Route module to see travel options from your home to Orlando. In July, daytime highs in Orlando are 91°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 25th (Wed) to allow time to drive to Siesta Key.

Things to do in Orlando

Theme Parks Shopping Outdoors
Highlights from your plan
Universal's Islands of Adventure ©
Universal's Islands of Adventure
Walt Disney World Resort ©
Walt Disney World Resort
Magic Kingdom Park ©
Magic Kingdom Park

2
nights
Siesta Key

Siesta Key ©
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
Start off your visit on the 26th (Thu): stroll through Crescent Beach, tour the pleasant surroundings at Siesta Beach, and then don't miss a visit to Siesta Key Village. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Turtle Beach and then enjoy the sand and surf at Saint Pete Beach.

You can plan Siesta Key trip in no time by asking Inspirock to help create your itinerary.

You can drive from Orlando to Siesta Key in 2.5 hours. Another option is to take a bus. In July in Siesta Key, expect temperatures between 91°F during the day and 76°F at night. Wrap up your sightseeing on the 27th (Fri) to allow time to drive to Miami Beach.

Things to do in Siesta Key

Beaches Parks Outdoors

Side Trips

Siesta Key Village, Saint Pete Beach
Highlights from your plan
Siesta Beach ©
Siesta Beach
Saint Pete Beach ©
Saint Pete Beach
Crescent Beach ©
Crescent Beach

1
night
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
On the 28th (Sat), tour the pleasant surroundings at South Beach, then appreciate the extensive heritage of Art Deco Historic District, then take a stroll through Lincoln Road, and finally make a trip to Collins Avenue.

For traveler tips, ratings, reviews, and other tourist information, read Miami Beach planning tool .

You can drive from Siesta Key to Miami Beach in 4 hours. Alternatively, you can take a bus; or do a combination of bus, flight, and tram. Expect a daytime high around 91°F in July, and nighttime lows around 78°F. Finish your sightseeing early on the 28th (Sat) to allow enough time to drive to Big Pine Key.

Things to do in Miami Beach

Neighborhoods Shopping Parks
Highlights from your plan
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach
Art Deco Historic District ©
Art Deco Historic District

1
night
Big Pine Key

Big Pine Key ©
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Start off your visit on the 29th (Sun): look for all kinds of wild species at The Turtle Hospital, enjoy the sand and surf at Sombrero Beach, and then admire the majestic nature at Bahia Honda State Park.

Plan trip to Big Pine Key with our itinerary maker to find out where to go and what to do.

You can drive from Miami Beach to Big Pine Key in 3 hours. Other options are to do a combination of bus, tram, and flight; or do a combination of bus and shuttle. In July, daily temperatures in Big Pine Key can reach 92°F, while at night they dip to 81°F. Cap off your sightseeing on the 29th (Sun) early enough to travel to Destin.

Things to do in Big Pine Key

Parks Beaches Outdoors

Side Trip

Marathon
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
The Turtle Hospital ©
The Turtle Hospital

1
day
Destin

Destin ©
With emerald water and white beaches, Destin is one of America's favorite vacation destinations.
Kick off your visit on the 30th (Mon): admire the majestic nature at Henderson Beach State Park, stroll through Crystal Sands Beach, and then tour the pleasant surroundings at Destin Dog Park.

For where to stay, other places to visit, maps, and other tourist information, refer to the Destin trip itinerary maker site .

Do a combination of bus, flight, and taxi from Big Pine Key to Destin in 6.5 hours. Alternatively, you can do a combination of shuttle, flight, and bus; or drive. The time zone difference when traveling from Big Pine Key to Destin is minus 1 hour. July in Destin sees daily highs of 90°F and lows of 78°F at night. Wrap up your sightseeing on the 30th (Mon) to allow time to travel to Gatlinburg.

Things to do in Destin

Parks Beaches Outdoors
Highlights from your plan
Crystal Sands Beach ©
Crystal Sands Beach
Henderson Beach State Park ©
Henderson Beach State Park
Destin Dog Park ©
Destin Dog Park

5
nights
Gatlinburg

Gatlinburg ©
Nestled in the lush, wooded forests of the Great Smoky Mountains National Park, Gatlinburg is Tennessee’s premier mountain resort destination.
Step out of the city life by going to Roaring Fork and Grotto Falls Trail. Get some historical perspective at Noah Bud Ogle Cabin and Walker Sisters' Cabin. You'll find plenty of places to visit near Gatlinburg: Great Smoky Mountains National Park (Roaring Fork Motor Nature Trail & Cades Cove) and River Rafting & Tubing (in Hartford). Next up on the itinerary: take your sightseeing to a higher altitude at Mount LeConte, head outdoors with The Sinks, brush up on your knowledge of spirits at Ole Smoky Tennessee Moonshine, and take in the exciting artwork at Fowler's Clay Works.

For where to stay, maps, other places to visit, and other tourist information, you can read our Gatlinburg trip planner.

You can do a combination of taxi and flight from Destin to Gatlinburg in 3 hours. Other options are to do a combination of bus, flight, and taxi; or drive. You'll lose 1 hour traveling from Destin to Gatlinburg due to the time zone difference. Traveling from Destin in July, expect little chillier with lows of 69°F in Gatlinburg. Cap off your sightseeing on the 4th (Sat) early enough to travel to New York City.

Things to do in Gatlinburg

Parks Outdoors Trails

Side Trips

Great Smoky Mountains National Park, River Rafting & Tubing
Highlights from your plan
Roaring Fork ©
Roaring Fork
River Rafting & Tubing
Mount LeConte ©
Mount LeConte

4
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Give yourself a bit of retail therapy at Fifth Avenue and Economy Candy. Get a sense of the local culture at The Metropolitan Museum of Art and Times Square. Next up on the itinerary: pause for some photo ops at 9/11 Memorial, explore the world behind art at The Museum of Modern Art (MoMA), get engrossed in the history at Ellis Island, and take in the architecture and atmosphere at St. Patrick's Cathedral.

To see more things to do and more tourist information, go to the New York City visit planner.

Traveling by combination of taxi, flight, and bus from Gatlinburg to New York City takes 5.5 hours. Alternatively, you can do a combination of taxi and flight; or drive. August in New York City sees daily highs of 84°F and lows of 71°F at night. Finish your sightseeing early on the 9th (Thu) to allow enough time to drive to Hampton Bays.

Things to do in New York City

Museums Parks Neighborhoods
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
American Museum of Natural History ©

2
nights
Hampton Bays

Hampton Bays ©
Hampton Bays is a hamlet and census-designated place (CDP) in Suffolk County, New York, United States. Start off your visit on the 10th (Fri): head off the coast to Fire Island National Seashore and then kick back and relax at Ponquogue Beach. Get ready for a full day of sightseeing on the next day: kick back and relax at Cupsogue Beach County Park and then do a tasting at Sparkling Pointe.

To find where to stay, other places to visit, maps, and more tourist information, read Hampton Bays online sightseeing planner .

Traveling by car from New York City to Hampton Bays takes 2 hours. Alternatively, you can take a bus; or take a train. Plan for slightly colder nights when traveling from New York City in August since evenings lows in Hampton Bays dip to 60°F. Cap off your sightseeing on the 11th (Sat) early enough to travel back home.

Things to do in Hampton Bays

Beaches Parks Outdoors

Side Trips

Cupsogue Beach County Park, Sparkling Pointe, Fire Island National Seashore
Highlights from your plan
Ponquogue Beach ©
Ponquogue Beach
Fire Island National Seashore ©
Fire Island National Seashore
Sparkling Pointe ©
Sparkling Pointe

3
nights
Niagara Falls

Niagara Falls ©
The city of Niagara Falls houses the U.S.
Kick off your visit on the 12th (Sun): steep yourself in history at Old Fort Niagara, then explore the fascinating underground world of Cave of the Winds, and then admire the sheer force of Niagara Falls. On your second day here, enjoy breathtaking views from Niagara Falls Observation Tower, pause for some serene contemplation at St. Mary of the Cataract R. C. Parish, then admire the striking features of Frank Lloyd Wright's Darwin D. Martin House Complex, and finally try your luck at Seneca Niagara Casino.

To see more things to do, photos, other places to visit, and tourist information, use the Niagara Falls tour itinerary maker website .

The Route module can help you plan travel from Hampton Bays to Niagara Falls. Expect a daytime high around 80°F in August, and nighttime lows around 61°F. Wrap up your sightseeing by early afternoon on the 14th (Tue) to allow enough time to travel back home.

Things to do in Niagara Falls

Parks Nature Fun & Games

Side Trips

Buffalo, Old Fort Niagara
Highlights from your plan
Cave of the Winds ©
Cave of the Winds
Niagara Falls ©
Niagara Falls

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